Downstream synthetic route of 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 90:3-[2-({6-[(trans-4-hydroxycyclohexyl)amino]-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2- pyridinyl}amino)-1 ,3-benzothiazol-6-yl]-1 ,3-oxazolidin-2-oneUnder an atmosphere of nitrogen, a mixture of trans-4-({6-[(6-bromo-1 ,3-benzothiazol-2- yl)amino]-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2-pyridinyl}amino)cyclohexanol [example 79] (150mg, 0.29mmol), 1 ,3-oxazolidin-2-one (76mg, 0.88mmol), caesium carbonate (286mg, 0.88mmol) and copper(l) iodide (167mg, 0.88mmol) in dry N,N- dimethylformamide (3mL) was thoroughly degassed by the repeated alternate application of vacuum and nitrogen pressure, then treated with N,N’-dimethylethylenediamine (0.125ml_, 1.17mmol) and the mixture was heated at 1 10C for 1 hour. The mixture was cooled to ambient temperature, filtered and evaporated to dryness. The product was subjected to purification by mass-directed automated preparative HPLC (formic acid modifier) to afford the title compound (122mg, 0.24mmol, 80% yield). LCMS (Method A): Rt 0.59 minutes; m/z 520 (MH+)

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 497-25-6

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497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluoro-2-(2-oxooxazolidin-3-yl)benzonitrile. A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 inn. Pd2 dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 C. for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes:ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) delta ppm: 7.73 (1H, dd, J=5.8, 8.6 Hz), 7.43 (1H, dd, J=2.5, 9.6 Hz), 7.11 (1H, ddd, J=2.5, 7.5, 8.7 Hz), 4.60 (2H, t, J=7.1 Hz), 4.29 (2H, t, J=7.1 HJz); LCMS (+EST, M+H+) m/z 207.

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Reference£º
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

Analyzing the synthesis route of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a solution of A-D (12 mmol) in H2O (5 mL) was added NaOH (15 mmol). To this was then added acetone (45 mL), followed by the addition of the corresponding acyl chloride (15 mmol). The mixture was stirred for 30 min at RT. Acetone was removed from solution under reduced pressure and the remaining aqueous solution was further diluted with H2O (20 mL). This was then extracted with EtOAc (3¡Á20 mL). The organic phases were combined and dried with MgSO4, concentrated, then purified via silica gel chromatography eluting hexanes and EtOAc.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cohen, Seth M.; Monserrat, Jean-Philippe; Perez, Christian; US2015/5352; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

Brief introduction of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A 5 mL round bottom flask was successively charged with the two nucleophiles (1.0 mmol-10.0 mmol), the alkynylcopper reagent (0.5 mmol) and the solvent (1 mL). The resulting bright yellow slurry was then treated with the ligand (0.5 mmol if bidentate and 1.0 mmol if monodentate) and the reaction mixture was stirred at 25 C for 16h and at 375 rpm and under an atmosphere of oxygen (balloon). The reaction was then diluted with 15 mL of an aqueous mixture of saturated ammonium chloride and 25 % ammonium hydroxide (1:1 solution) and extracted with 3¡Á10 mL of ethyl acetate. Combined organic layers were washed with 10 mL of water and 10 mL of brine, dried over MgSO4 and concentrated to dryness. Nitrocyclohexane (65 muL, 0.5 mmol) and chromium(III) acetylacetonate (27 mg, 75mumol) were added to the crude and it was dissolved in 1 mL of CDCl3.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Guissart, Celine; Luhmer, Michel; Evano, Gwilherm; Tetrahedron; vol. 74; 47; (2018); p. 6727 – 6736;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem